HCID 67009606, compound → HCID 67008582, compound

HRID 1412517Notes

Reaction equation

HRID 1412517 reaction equation
C([N:8]1[C:12]([NH:13][CH:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[C:11]([CH3:20])[CH:10]=[N:9]1)C1C=CC=CC=1>[OH-].[Pd+2].[OH-].C(O)=O>[CH3:20][C:11]1[CH:10]=[N:9][NH:8][C:12]=1[NH:13][CH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Participants

4

Reactant 1

HCID 67009606HCID 67009606, compound

Product 1

HCID 67008582HCID 67008582, compoundYield 57.5%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 284Formic AcidSolvent

Procedure

A mixture of 1-benzyl-4-methyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine (1.9 g), activated carbon-supported 20 mass % palladium hydroxide (0.6 g) and formic acid (20 mL) was stirred at room temperature for 16 hr. The insoluble material was filtered off through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.73 g, 40%).

Workup

  1. filtrationThe insoluble material was filtered off through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-da9e6f2cf37144cb824d661f14f55477
Source dataset
uspto-grants-2014_12
Patent number
US08921379B2

Reaction notes

Loading…